Crystal structure, dissociation and zwitterion formation in 2,6‐diaryl‐1(3)‐oxo‐3(1)‐hydroxy‐5(7)‐imino‐7(5)‐amino‐1 H,5H‐(3‐H,7H)‐pyrazolo[1,2‐a]pyrazoles

Gury Zvilichovsky*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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Abstract

Single crystal X‐ray analysis and quaternization of 2,6‐diphenyl‐1(3)‐oxo‐3(1)‐hydroxy‐5(7)‐imino‐7(5)‐1H,‐5H[3H,7H)‐pyrazolo[1,2‐a]pyrazole is described. The dissociation constants are determined and compared with those of 4‐phenyl‐1,2‐dimethyl‐3(5)‐oxo‐5(3)‐hydroxypyrazole and 4‐phenyl‐3,5‐diaminopyrazole. The quaternization of the latter compound is also described. The influence of electron donating substituents at the cationic moiety on the electronic spectra of such paraionic systems is discussed. The title products exist in the solid state as zwitterions and probably as covalent species in solution.

Original languageEnglish
Pages (from-to)1301-1305
Number of pages5
JournalJournal of Heterocyclic Chemistry
Volume25
Issue number5
DOIs
StatePublished - 1988

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